Vacation rentals with outdoor seating in Bay Pines

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Top-rated accommodations with outdoor seating in Bay Pines

Guests agree: these accommodations with outdoor seating are highly rated for location, cleanliness, and more.

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Guest favourite

Condo in Saint Petersburg

4.99 out of 5 average rating, 246 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

My place is close to Bay Pines VA Hospital, Madeira Beach, Tyrone Mall, Pinellas Trail, Bay Pines Park for biking and running, and restaurants. Wave runner, boat, kayak & paddle board rental available very nearby. There is a storage area for kayaks, paddle boards and bikes (please lock your items inside) . You’ll love my place because of the beautiful water view, peaceful good for the soul atmosphere and walkable to shopping, eating, and activities to suit all ages. Newly updated interior 2023.

Nov. 5 – 12

$319 CAD per night

Guest favourite

Home in St. Petersburg

4.89 out of 5 average rating, 131 reviews

Newly Remodeled w/screened in porch near beaches..

Welcome to our stunning fully remodeled 3 bed 2 bath home in the heart of beautiful St. Petersburg, FL. Enjoy a short 10 minute drive to the beach along with access to plenty of nearby shopping and dozens of local eateries, just minutes from the home. When you're ready to relax you will find yourself enjoying the screened in porch in the evenings or a walk around Walter Fuller Park located just across the street. You will feel right at home in this welcoming, quaint space. Professionals welcome!

Jul. 3 – 10

$297 CAD per night

Guest favourite

Home in St. Petersburg

4.98 out of 5 average rating, 156 reviews

The Flamingo House

Find your balance at the Flamingo House. Fully renovated (2022) house located in a safe and quiet neighborhood just minutes to beaches, Pinellas Trail (75 mile paved walk and bike path), shopping, restaurants. The house has 2 bedrooms and 2 bathrooms (master has a shower spa and other has a clawfoot tub), a fully equipped kitchen, large living room with a Queen sized Air mattress and HD TV, Wi-Fi , front porch, and back yard to relax and enjoy. Open dates book quickly. Don’t miss out!

Aug. 27 – Sep. 3

$213 CAD per night

Guest favourite

Cottage in Madeira Beach

4.91 out of 5 average rating, 113 reviews

Flipper's @ Mad Beach Cottage

Flipper's at Mad beach is a few steps away from the sugary sands of Madeira Beach, and close by the famous John's Pass Village & Boardwark where shopping and entertainment is always great. Completely renovated with light porcelain tile, nice furniture, queen bed with memory Thempur-Pedic mattress, exquisite modern shower, tall kitchen cabinets with plenty of storage. Huge private paved fenced backyard with gazebo, great for entertainment and outdoor grilling. You will love the beach decor.

Oct. 9 – 16

$205 CAD per night

Guest favourite

Condo in Redington Beach

4.97 out of 5 average rating, 459 reviews

AmazingBeachCondo/NoCleaningFee/AwesomeAmenities

Welcome to our condo. We have provided you with just about everything you need to come and vacation at this amazing beach area. The condo is right by the heated pool and a 2-minute walk to the beach. The complex has high-speed internet throughout and a laundry facility. Shopping/Grocery/Pharmacy are all close by. Restaurants/bars very close by. This is an amazing area of Florida, with so many things to see and do. You will love it here. We have also provided bikes for your use to get around.

Nov. 11 – 18

$164 CAD per night

Guest favourite

Home in St. Petersburg

4.94 out of 5 average rating, 170 reviews

Stunning Home with TWO Pool Cabanas+Guest Bungalow

A 6 min. drive to Madeira Beach and miles and miles of beach coast. Stunning pool home with TWO poolside cabanas and a brand NEW poolside guest bungalow.HOME SLEEPS UP TO 14 GUESTS! Fully renovated home with 3 full bathrooms. Wifi and 8 smart televisions. Professionally designed and decorated home in a family neighborhood near dining, shopping, Walmart and beaches! This home is professionally and immaculately cleaned before every guest. Heated pool OPTION is available for additional cost.

Nov. 12 – 19

$753 CAD per night

Guest favourite

Home in St. Petersburg

5.0 out of 5 average rating, 108 reviews

Beautiful Tampa Bay Pool Home Near Gulf Beaches

A beautiful Gulf Coast residence with many amenities to offer. Bright and open furnished spaces, for relaxing and entertaining up to 10 guests. A quiet, upscale neighborhood , your just 6 minutes from Madeira Beach and many other Gulf of Mexico beaches. Or, fun & sun in the private pool outback. 20 minutes from Downtown St Pete, which offers restaurants, museums, the new Pier, and excellent night life. Very close to countless restaurants, shopping, coffee shops, and grocery stores.

Jun. 22 – 29

$611 CAD per night

Guest favourite

Guesthouse in St. Petersburg

4.98 out of 5 average rating, 132 reviews

Central Cozy Cottage w/ Heated Pool & Hot Tub!

Welcome to cute & cozy Turtle Cottage located right in the center of St. Pete, close to both Downtown AND several gorgeous Florida beaches. NO CLEANING FEE with competitive, seasonal pricing = a FANTASTIC DEAL for this space! A BEAUTIFUL NEW HEATED POOL & HOT TUB await in the private, fenced-in tropical backyard. Sorry, no pets/animals or babies/children/teens. Adults 21+ only and limited to 2 verified guests. 100% smoke-free property, inside & out. DEI honored here. Come & enjoy!

Sep. 25 – Oct. 2

$189 CAD per night

Guest favourite

Apartment in Saint Petersburg

4.89 out of 5 average rating, 145 reviews

The Oasis

Welcome to Boca Ciega Oasis! The "Oasis" suite 409 has been totally remodeled in January 2022. This includes a new queen sofa couch in LR, new refrigerator, stove, washer/dryer, and balcony tables and chairs. The 4th-floor view is the best but 409 is also centered beautifully to take in the expansive Boca Ciega Bay! Directly below the balcony is the swimming pool, Hot tub, and observation pier! The marina is to your left. See all while sitting in our bar height chairs and tables.

Dec. 19 – 26

$248 CAD per night

Guest favourite

Apartment in Saint Petersburg

4.86 out of 5 average rating, 255 reviews

Coconut Palm Suite*wkly discounts*only5miles2beach

Coconut palms, covered entry with porch, plenty of parking, quiet, clean place. Private entrance to the private suite (no shared space) Weekly & Monthly Discounts Full bath Hotel style kitchenette Comfortable queen size bed It's affordable and restful Free WIFI / Roku TV Cold A/C Save money & enjoy the beautiful tall palms, local beaches just minutes away, great restaurants, baseball, downtown, boating, parks, waterfront boardwalks!

Sep. 13 – 20

$130 CAD per night

Guest favourite

Tiny homes in St. Petersburg

4.9 out of 5 average rating, 151 reviews

Unique & Exclusive TINY HOME ! Private HOT TUB !

Looking for a unique and special place? Escape from monotony and live a different experience? You just found it! Our beloved tiny home is very private, independent and quiet. Ideal for a romantic getaway, relieve a passion intensely and spend an unforgettable night. Perfect to disconnect from a hectic routine and connect with your being and essence. The energy in this place is something different! You have to live it and feel it!

Aug. 3 – 10

$170 CAD per night

Guest favourite

Apartment in Madeira Beach

4.94 out of 5 average rating, 230 reviews

Madeira Beach and John's Pass #1

Beautiful new rental for your beach enjoyment. Brand new kitchens with granite counter tops and new appliances. Washer and dryers in each unit. Brand new Bathrooms with tiled showers. New tank less water heater. Private back patio with a gas grill for cooking all that fresh seafood from the Gulf of Mexico. Quiet street and walking distance to restaurants, entertainment and bike/kayak rentals and 1 block from beach.

Sep. 1 – 8

$252 CAD per night